188953-81-3

Basic information

• Product Name: Bromomethyl-((2R,4aR,6S,8S,9aR,9bS)-6-methoxy-9a-methyl-2-phenyl-4a,6,8,9,9a,9b-hexahydro-4H-cyclopenta[4,5]pyrano[3,2-d][1,3]dioxin-8-yloxy)-dimethyl-silane
• Synonyms: Bromomethyl-((2R,4aR,6S,8S,9aR,9bS)-6-methoxy-9a-methyl-2-phenyl-4a,6,8,9,9a,9b-hexahydro-4H-cyclopenta[4,5]pyrano[3,2-d][1,3]dioxin-8-yloxy)-dimethyl-silane
• CAS NO: 188953-81-3
• Molecular Weight: 469.448
• Mol File: 188953-81-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Bromomethyl-((2R,4aR,6S,8S,9aR,9bS)-6-methoxy-9a-methyl-2-phenyl-4a,6,8,9,9a,9b-hexahydro-4H-cyclopenta[4,5]pyrano[3,2-d][1,3]dioxin-8-yloxy)-dimethyl-silane(CAS DataBase Reference)
• NIST Chemistry Reference: Bromomethyl-((2R,4aR,6S,8S,9aR,9bS)-6-methoxy-9a-methyl-2-phenyl-4a,6,8,9,9a,9b-hexahydro-4H-cyclopenta[4,5]pyrano[3,2-d][1,3]dioxin-8-yloxy)-dimethyl-silane(188953-81-3)
• EPA Substance Registry System: Bromomethyl-((2R,4aR,6S,8S,9aR,9bS)-6-methoxy-9a-methyl-2-phenyl-4a,6,8,9,9a,9b-hexahydro-4H-cyclopenta[4,5]pyrano[3,2-d][1,3]dioxin-8-yloxy)-dimethyl-silane(188953-81-3)

Safety Data

• Hazardous Substances Data: 188953-81-3(Hazardous Substances Data)

Upstream product

• 16532-02-8 bromomethyldimethylsilyl chloride 
• 188953-84-6 (2R,4aR,6S,8S,9aR,9bS)-6-Methoxy-9a-methyl-2-phenyl-4a,6,8,9,9a,9b-hexahydro-4H-cyclopenta[4,5]pyrano[3,2-d][1,3]dioxin-8-ol 
• 171076-03-2 methyl 4,6-O-benzylidene-2,3-dideoxy-3-C-methyl-3,2-C-(2'-oxapropan-1'-yl-3'-ylidene)-α-D-arabino-hexopyranoside 

Downstream Products

• 188953-86-8 (2R,4aR,6S,6aS,7S,8S,9aR,9bS)-7-Hydroxymethyl-6-methoxy-9a-methyl-2-phenyl-octahydro-cyclopenta[4,5]pyrano[3,2-d][1,3]dioxin-8-ol 
• 188953-82-4 (2R,4aR,6S,6aS,6bR,9aS,10aR,10bS)-6-Methoxy-8,8,10a-trimethyl-2-phenyl-decahydro-1,3,5,9-tetraoxa-8-sila-pentaleno[2,1-a]naphthalene 

Relevant articles and documents

The first example of a highly stereoselective intramolecular radical cyclisation of a cyclopentenol derivative

Silyl methylene radical cyclisation of a β-allylic cyclopentaannulated derivative of glucose leads to a single cis fused tricyclic ring system whereas the same cyclisation of the corresponding a derivative leads to a mixture of cis and trans fused products. These results can be explained by the preference for the formation of the cis fused 5,6-ring system even when this does not involve reaction from the least hindered side of the molecule.